Executive Summary : | Furans have been the most promising sustainable raw materials for several natural products and molecules of pharmaceutical interest. Since they are easily derived from biomass, they are readily accessible in large quantities. As they have been extensively studied for the synthesis of key starting materials that are generally achieved by dearomatization reaction to form alkenes, enol ethers, 1,4-diketones and carboxylic acids etc. Furans can also undergo recyclization reactions to form carbocycles, undergo cycloaddition reactions to form bicyclic systems which in turn play a key role for the synthesis of several natural products. Achmatowicz rearrangement is a well-known transformation that occupies a unique status wherein oxidative furan ring opening reaction is achieved to end up in carbocycle with oxygen or nitrogen heteroatom based on the substrate choses (secondary fufuryl alcohol or fufuryl amine). Our group has well explored the Achmatowicz rearrangement to access and synthesize the key intermediates of potent molecules such as sorangicin, pseudomonic acid methyl ester and accomplished the total synthesis of 14-membered macrocycles aspergillides A and C. Herein, we wish to further extend the strategy for the total synthesis of unexplored marinolic acid and thiomarinols that display potent antibacterial activities. Attempts will also be made to utilize the key intermediates for synthesis of few other analogue compounds that may show better biological properties. Owing to the recent advances in synthetic organic chemistry with a special emphasis on photo, flow and electro organic reactions, we herein propose to develop photo-electroorganic reactor for Achmatowicz reaction as a greener approach. |